Two-component adhesive compositions and methods of making same

Abstract

A solvent-based two-component adhesive composition is disclosed. The adhesive composition comprises an isocyanate component and a polyol component. One or both of the isocyanate component and polyol component comprises at least one butylene oxide-based polyol. The at least one butylene oxide-based polyol can be selected from the group consisting of a polybutylene oxide polyols, polybutylene oxide-propylene oxide copolymer polyols, polybutylene oxide-polyethylene oxide copolymer polyols, and combinations of two or more thereof. A method for forming a laminate is also disclosed. The method comprises forming an adhesive composition, the composition comprising at least one polyol comprising at least one butylene oxide-based polyol, applying a layer of the adhesive composition to a surface of a film, bringing the layer into contact with a surface of another film to form a laminate, and curing the adhesive composition. A laminate formed by this method is also disclosed.

The invention claimed is: 
     
       1. A two-component adhesive composition, comprising:
 an isocyanate component comprising at least one isocyanate; and 
 a polyol component consisting of at least one butylene oxide-based polyol selected from the group consisting of polybutylene oxide-polypropylene oxide copolymer polyols, polybutylene oxide-polyethylene oxide copolymer polyols, and combinations thereof. 
 
     
     
       2. The composition of  claim 1 , wherein the at least one isocyanate is selected from the group consisting of aromatic polyisocyanates, aliphatic polyisocyanates, cycloaliphatic polyisocyanates, isocyanate prepolymers, and combinations of two or more thereof. 
     
     
       3. The composition of  claim 1 , wherein the at least one isocyanate is selected from the group consisting of 1,3- and 1,4-phenylene diisocyanate, 1,5-naphthylene diisocyanate, 2,6-tolulene diisocyanate, 2,4-tolulene diisocyanate (2,4-TDI), 2,4′-diphenylmethane diisocyanate (2,4′-MDI), 4,4′-diphenylmethane diisocyanate (4,4′-MDI), 3,3′-dimethyl-4,4′-biphenyldiisocyanate (TODI), polymeric isocyanates, and combinations of two or more thereof. 
     
     
       4. The composition of  claim 1 , wherein the at least one isocyanate is selected from the group consisting of cyclohexane diisocyanate, methylcyclohexane diisocyanate, ethylcyclohexane diisocyanate, propylcyclohexane diisocyanate, methyldiethylcyclohexane diisocyanate, propane diisocyanate, butane diisocyanate, pentane diisocyanate, hexane diisocyanate, heptane diisocyanate, octane diisocyanate, nonane diisocyanate, nonane triisocyanate, such as 4-isocyanatomethyl-1,8-octane diisocyanate (TIN), decane di- and triisocyanate, undecane di- and triisocyanate and dodecane di- and triisocyanate, isophorone diisocyanate (IPDI), hexamethylene diisocyanate (HDI), diisocyanatodicyclohexylmethane (H 12 MDI), 2-methylpentane diisocyanate (MPDI), 2,2,4-trimethylhexamethylene diisocyanate/2,4,4-trimethylhexa methylene diisocyanate (TMDI), norbornane diisocyanate (NBDI), xylylene diisocyanate (XDI), tetramethylxylylene diisocyanate, and dimers, trimers, and combinations of two or more thereof. 
     
     
       5. The composition of  claim 1 , wherein the at least one isocyanate is selected from the group consisting of 4-methyl-cyclohexane 1,3-diisocyanate, 2-butyl-2-ethylpentamethylene diisocyanate, 3(4)-isocyanatomethyl-1-methylcyclohexyl isocyanate, 2-isocyanatopropylcyclohexyl isocyanate, 2,4′-methylenebis(cyclohexyl) diisocyanate, 1,4-diisocyanato-4-methyl-pentane, and combinations of two or more thereof. 
     
     
       6. The composition of  claim 1 , wherein the at least one isocyanate comprises a prepolymer which is the reaction product of a polyisocyanate and an isocyanate-reactive component. 
     
     
       7. The composition of  claim 1 , wherein the isocyanate-reactive component comprises at least one of a hydroxyl group, an amino group, a thio group, and combinations of two or more thereof. 
     
     
       8. The composition of  claim 1 , wherein the at least one butylene oxide-based polyol has a molecular weight of from 150 g/mol to 12,000 g/mol. 
     
     
       9. The composition of  claim 1 , wherein the at least one butylene oxide-based polyol comprises a functionality of from 1 to 6. 
     
     
       10. The composition of  claim 1 , further comprising an additive selected from the group consisting of a tackifier, a plasticizer, a rheology modifier, an adhesion promoter, an antioxidant, a filler, a colorant, a surfactant, a catalyst, a solvent, and combinations of two or more thereof. 
     
     
       11. The composition of  claim 1 , further comprising a solvent selected from the group consisting of methyl ethyl ketone, ethyl acetate, toluene, and combinations of two or more thereof.